Reaktion #8709

ord-8a743ff8858e40c99c6d6143fe72b8cd

Reaktionsgleichung

O=S(=O)(CCc1cccs1)Nc1ncnc(Cl)c1-c1ccc(Cl)cc1
2-Thiophen-2-yl-ethanesulfonic acid [6-chloro-5-(4-chloro-phenyl)-pyrimidin-4-yl]-amide
O=C(O)CC(O)(CC(=O)O)C(=O)O
citric acid
O=S(=O)(CCc1cccs1)Nc1ncnc(OCCO)c1-c1ccc(Cl)cc1
2-thiophen-2-yl-ethanesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy) -pyrimidin-4-yl]-amide

Lösungsmittel

Reaktionsbedingungen

Temperatur
110°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe resulting precipitate was collected
  2. 2
    Waschenwashed with water and diethyl ether
  3. 3
    Sonstigedried

Vorschrift

2-Thiophen-2-yl-ethanesulfonic acid [6-chloro-5-(4-chloro-phenyl)-pyrimidin-4-yl]-amide (930 mg) was added to a solution of K-tert. butylate (1.16 g) in ethylene glycol (10 ml). The mixture was stirred at 110° C. for 12 h before it was diluted with water (150 ml), acidified with 10% aq. citric acid (13 ml). The resulting precipitate was collected, washed with water and diethyl ether and dried to give (820 mg) 2-thiophen-2-yl-ethanesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy) -pyrimidin-4-yl]-amide as a beige powder. LC-MS: tR=4.43 min, [M+1]+=440.01, [M−1]−=437.99.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091201B2uspto-grants-2006_08